• Flumequine packaged and labeled.

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SKU: F011

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Description

Flumequine is a broad-spectrum, first-generation fluoroquinolone commonly used in veterinary research for enteric infections. It was patented in 1973 by Riker Labs. Flumequine is freely soluble in alkaline solutions and alcohol.  It is insoluble in water.

    CAS Number

    42835-25-6

    Molecular Formula

    C14H12FNO3

    Molecular Weight

    261.25

    Mechanism of Action

    Fluoroquinolone antibiotics target bacterial DNA gyrase, a bacterial Topoisomerase II inhibitor, an enzyme which reduces DNA strain during replication. Because DNA gyrase is required during DNA replication, subsequent DNA synthesis and ultimately cell division is inhibited.

    Storage Conditions

    Ambient

    Tariff Code

    2933.99.7900

    Spectrum

    Flumequine targets primarily Gram-negative bacteria, especially those which cause enteric infections in animals (infections of the intestinal tract)..

Applications

    Eukaryotic Cell Culture Applications

    Although quinolones are highly toxic to mammalian cells in culture, its mechanism of cytotoxic action is not known. Quinolone-induced DNA damage was first reported in 1986 (Hussy et al, 1986).

    Microbiology Applications

    Flumequine is commonly used in clinical in vitromicrobiological antimicrobial susceptibility tests (panels, discs, and MIC strips) against Gram negative microbial isolates. Medical microbiologists use AST results to recommend antibiotic treatment options.  Representative MIC values include:

    • Escherichia coli 0.12 µg/mL – 0.5 µg/mL
    • For a representative list of Flumequine MIC values, click here.

Specifications

    Form

    Powder

    Appearance

    White Crystalline Powder

    Source

    Synthetic

    Impurity Profile

    Impurity A| (RS)-5-methyl-1-oxo-6,7-dihydro-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid (defluoroflumequine)||||
    Impurity B| ethyl (RS)-9-fluoro-5-methyl-1-oxo-6,7-dihydro-1H,5H-benzo[i,j]quinolizine-2-carboxylate (flumequine ethyl ester)||||

    Melting Point

    253-255°C

    Optical Rotation

    -0.1° to +0.1°

    Assay

    (On Dried Basis): 99.0-101.0%

    Loss on Drying

    ≤0.5%

References

    References

    Hussy P, Maass G, Tümmler B, Grosse F, Schomburg U (1986)  Effect of 4-quinolones and novobiocin on calf thymus DNA polymerase alpha primase complex, topoisomerases I and II, and growth of mammalian lymphoblasts. Antimicrob. Agents Chemother. 29(6):1073-1078  PMID 3015015

    O’Neil MJ (ed) (2013)  The Merck Index- An encyclopedia of chemicals, drugs, and biologicals. Royal Soc. Of Chemistry. Cambridge, UK. P. 759

    Wolfson, JS and Hooper DC (1985) The fluoroquinolones: Structures, mechanisms of action and resistance, and spectra of activity in vitro. Antimicrob. Agents Chemother. 28(4):581-586

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